Southern Oregon Vacation Packages

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Your Southern Oregon Vacation

With a Southern Oregon vacation package, you can forget about the stress of planning and focus on experiencing what this exciting destination has to offer. A trip to Southern Oregon wouldn't be complete without getting to some of its most well-known cities, starting with Medford. Two of the top attractions here include Britt Pavilion and Lithia & Driveway Fields. Grants Pass should also be on the itineraries of all Southern Oregon travellers. Visitors to this exciting destination enjoy Rogue River and Grants Pass and Josephine County Chamber of Commerce. If you're ready to stop dreaming and start packing, Expedia will help turn your Southern Oregon vacation into a reality.

Top Southern Oregon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lighthouse Inn

Lighthouse Inn

2.5 out of 5
Price was CA $1,908, price is now CA $1,695 per person
CA $1,695
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
8.8/10 Excellent! (1,641 reviews)
Very charming place. We were lucky to be able to get a room for the night, and it was just what we needed. Great location, small town feel. The staff was so nice!

Reviewed on Jun 14, 2026

The Historic Requa Inn

The Historic Requa Inn

3 out of 5
Price was CA $2,762, price is now CA $2,434 per person
CA $2,434
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
9.6/10 Exceptional! (243 reviews)
From start to finish this was an amazing find. Staff was amazing, beautiful historic inn wonderful garden amazing breakfast. Thank you so much.

Reviewed on May 13, 2026

Crescent Beach Motel

Crescent Beach Motel

3 out of 5
Price was CA $2,343, price is now CA $2,150 per person
CA $2,150
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
8.8/10 Excellent! (301 reviews)
Room was clean and comfortable Staff friendly and helpful Beautiful view!!

Reviewed on Jun 13, 2026

Anchor Beach Inn

Anchor Beach Inn

2 out of 5
Price was CA $1,905, price is now CA $1,766 per person
CA $1,766
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
7.6/10 Good! (1,580 reviews)
Nice room, clean, bed comfortable and the ocean view was awesome. Overall property was clean with no issues noted.

Reviewed on Jun 14, 2026

Holiday Inn Express Klamath - Redwood Ntl Pk Area by IHG

Holiday Inn Express Klamath - Redwood Ntl Pk Area by IHG

2.5 out of 5
Price was CA $2,410, price is now CA $2,236 per person
CA $2,236
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Crescent City (CEC)
8.6/10 Excellent! (1,001 reviews)
Really limited options for dining in the small town of Klamath so the hotel's free breakfast was appreciated. Avoid the diner at the casino area though. My husband liked his burger but my chicken sandwich wasn't edible.

Reviewed on Jun 12, 2026

Where to stay in Southern Oregon

Find the best Southern Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Southern Oregon
Landmark building in Ashland Oregon.

Historic Downtown District

1 out of top 10 points of interest in this area
4.5/5(2 area reviews)

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Find hotels in Historic Downtown District

Ready to book your vacation to Southern Oregon?

 

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Southern Oregon Hotel Deals

Riverside Inn

Riverside Inn

2.5 out of 5
986 S.W. 6th Grants Pass OR
The price is CA $229 per night from Jun 16 to Jun 17
CA $229
CA $260 total
Jun 16 - Jun 17
includes taxes & fees
9.6/10 Exceptional! (2,050 reviews)
"Room was clean, staff was friendly, and the room was a good value for the price."

Reviewed on Jun 15, 2026

Riverside Inn
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Jun 16 to Jun 17
CA $156
CA $183 total
Jun 16 - Jun 17
includes taxes & fees
8.8/10 Excellent! (3,114 reviews)
"Perfect 10 in my opinion!"

Reviewed on Jun 15, 2026

Rogue Regency Inn Medford Airport
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jun 16 to Jun 17
CA $122
CA $136 total
Jun 16 - Jun 17
includes taxes & fees
8.6/10 Excellent! (1,366 reviews)
"This was not a cheap room by any means so I expected it to be good especially since the Expedia rating was “Excellent” but it was far from it. I entered the main office and was greeted by a virtual assistant on this machine. That was weird but it was okay. I was assigned a room and when we entered ..."

Reviewed on Jun 15, 2026

Prospero's Flagship Inn
See all 1,440 properties in Southern Oregon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Southern Oregon attractions

Crater Lake National Park

4.9/5 (578 reviews)
Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.
See properties

Frequently asked questions

Can I cancel my flight booking to Southern Oregon due to COVID-19?
In these challenging times, many air carriers are offering more flexibility. Visit our Customer Service Portal for important information about canceling or amending your booking due to COVID-19.
What's the best way to find cheap flights to Southern Oregon that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you locate flexible, affordable tickets to Southern Oregon. It's at the top left of your screen underneath the "Flexible change policies" heading.
What are some of the general tips for travelers to Southern Oregon during the COVID-19 outbreak?
The COVID-19 pandemic has ushered in significant changes to how we travel. If you plan to visit Southern Oregon, these tips will help you navigate the "new normal:"
  • Find out what, if any, rules or restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so check before you lock in your flight.
  • When you pass through airport checkpoints, keep your face mask on. You will be asked to lower it briefly to confirm your identity. Those who refuse to wear a face mask may face civil penalties and may also be escorted from the building.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA officer. Instead, you should position the pass on the reader and then hold it up so the agent can inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray screening.
  • Empty everything from your pockets, like your wallet, phone and small change, and put them in your carry-on instead of into bins. This will minimize handling during screening.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Southern Oregon?
Let Alaska Airlines get you there. This renowned carrier operates 243 flights a month to Rogue Valley Intl. Airport (MFR), a Southern Oregon gateway.
How can I find cheap tickets to Southern Oregon?
Book well ahead, travel on a cheaper day, use miles or points — you're not short of ways! Another one is to make the most of Expedia's "flexible dates" function. Search for your Southern Oregon flight, then check out the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Southern Oregon was .
How much is a flight to Southern Oregon?
If you were flying one way from (), you could've locked in an affordable ticket for just in the last seven days. Round-trip flights to Southern Oregon ranged from to over the same period.
What are the most popular airports to fly into in Southern Oregon?
Get ready to pack your bags and fly into Rogue Valley Intl. Airport (MFR), Southern Oregon's main flight hub. Book a fare on one of the 785 flights that land at this well-known destination each month.
When is the cheapest time to fly to Southern Oregon?
Fly out on a Tuesday to better your chances of nabbing the cheapest flight to Southern Oregon. Mondays are usually the second most affordable day to take off. Saturday is typically the most expensive day to fly anywhere.
How much is a plane ticket to Southern Oregon?
In the last seven days, plane fares ranged between and . Have a look at our sensational deals to Southern Oregon, make a booking and get ready for your next fun vacation!
Which airlines with flights to Southern Oregon employ COVID-19 cleanliness policies?
While traveling during the COVID-19 pandemic can be daunting, airlines have worked around the clock to protect the well-being of their passengers and staff. These are some carriers that have implemented changes:
  • Alaska Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.